16 Midi Skirts for Work That Always Look Polished—Starting at $40

Woman in a midi skirt standing in front of a building

When it comes to office-appropriate wardrobe staples that work all year round, it doesn't get much more versatile and comfortable than a midi skirt. Not only can they be worn over and over again in new, interesting ways, but they're also a safe bet when you aren't sure how formal or casual you should be for the office. In other words, a midi skirt will always look polished but doesn't have to feel overly stuffy or dressy. You really can make it as modest or exciting as you want. 

With that in mind, and with summer almost officially behind us, we've rounded up four midi skirt styles that are both on-trend and timeless classics. Read on to see how to wear them this fall, and then shop our favorites at every price point.

The Pencil Skirt

Though they may have a reputation as being stuffy or old-fashioned, pencil skirts actually offer a ton of style perks. A pencil skirt is easy to style with a variety of tops, from cozy oversize sweaters to lived-in band tees and polished work shirts. But the ultimate bonus point is that a pencil skirt is far less likely to blow around in the wind as other styles of skirts are since it's stiff and tightly fitted.

Slit-front denim maxi pencil skirt
Raey Slit-Front Denim Maxi Pencil Skirt $157

Black denim always strikes the perfect balance between dressy and casual. 

No. 2 Pencil Skirt
J. Crew No. 2 Pencil Skirt $148

Bubblegum pink and gingham, this pencil skirt keeps things light and fun. 

Plaid Pull-On Pencil Skirt
Banana Republic Factory Plaid Pull-On Pencil Skirt $60 $38

Plaid is perfect for fall—it's like our school days, but better. 

Chantilly Lace Pencil Skirt
J. Crew Chantilly Lace Pencil Skirt $110

Dainty yet fierce, this gives your power suit some new competition. 

The Flowy Midi Skirt

Midi Skirts for Work

The right flowy midi skirt is comfortable enough to live in (or at least wear on repeat). Pair yours with a cropped sweater or tuck in your top to show off the shape of the skirt. Then opt for a pair of simple pumps that will add some length, or if you're feeling casual, just slip into some sandals or flats. A simple top-handle bag is the perfect finishing touch. 

Printed midi skirt
MANGO Printed midi skirt $50

The funky patterned embellishments on this classic black skirt give it a lighter edge. 

Sissi Long Skirt
Thierry Colson Sissi Long Skirt $450

Full-bodied and sweet, this midi skirt has a decidedly nostalgic feel to it. 

Polka-dot midi skirt
MANGO Polka-dot midi skirt $80 $40

There's just something endearing about those dainty polka-dots against the crisp white backdrop. 

Bookstore's Best Midi Skirt
ModCloth Bookstore's Best Midi Skirt $65

Keep things simple and classic with a navy knit midi. 

The Slip Skirt

Silk Midi Skirts

Slip skirts are having a major moment, and for good reason. There's something about the material that gives them a more formal feel or a sexy edge, depending on the occasion and how you style them accordingly. That also means they're the perfect thing to wear if you're working all day and then heading to dinner and drinks afterward. Dress yours up with a classic pointy-toe slingback and a button-down shirt, or make it funky with sneakers and a simple T-shirt. 

Satin Midi Slip Skirt
Aqua Satin Midi Slip Skirt $68 $51

Simple and versatile, this will soon be your go-to work staple.

Lucille Silk Midi Skirt
Rag & Bone Lucille Silk Midi Skirt $210

You can always count on lime green to make an unexpected statement. 

Leopard Silky Midi Skirt
Pixie Market Leopard Silky Midi Skirt $90

Introducing, your new day-to-night staple. 


Sleek and sophisticated, this elegant champagne-hued skirt will match with pretty much anything. 

The Wrap Skirt

woman in a midi skirt leaning against a lamp post

Opt for a wrap skirt or one with side buttons and an interesting silhouette if you want to introduce more dimension and intrigue to the classic midi shape. Since they're usually adjustable, wrap skirts are also really comfortable and give you some breathing room throughout the workday. Lucky for us, wrap skirts have been having a moment, so there are plenty of stylish options on the market at a range of price points. 

Florence linen midi skirt
Reformation Florence linen midi skirt $174 $121

Comfortable and easy to style, khaki is a good grownup alternative to denim pieces. 

x Atlantic-Pacific Stripe Asymmetrical Skirt
Halogen x Atlantic-Pacific Stripe Asymmetrical Skirt $99 $59

Stripes are the ultimate office-appropriate print. 

Wrap Midi Skirt
CARBON38 Wrap Midi Skirt $138 $97

Here's proof that midi skirts are anything but boring. 

Midi Wrap Skirt
T Tahari Midi Wrap Skirt $51 $38

Having a classic black midi in your closet will make your morning routine so much easier. 

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